HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Amino-3-methylbenzenesulfonic acid → 4-Amino-3-methylbenzene-1-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-3-methylbenzenesulfonic acid | HCID 7384 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Chloro-N,N-dimethylformiminium chloride | HCID 77311 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Amino-3-methylbenzene-1-sulfonamide | HCID 143037 | — |
Reaction Steps
For example, commercially available 2-aminotoluene-5-sulfonic acid was allowed to react with Villsmeyer reagent (N-(chloromethylene)-N-methylmethanaminium chloride), that is either commercially prepared or is generated in situ from a mixture of N,N-dimethylformamide and oxalyl chloride. The intermediate compound was then allowed to react with ammonium hydroxide in tetrahydrofuran to afford 4-amino-3-methylbenzenesulfonamide (Scheme IV).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06995283B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-a0a0ea1488d74ce487d09f56374d3ea1 |
| Source note | uspto-grants-2006_02 |